Title: Microwave-assisted synthesis of fluoroquinolones and their nucleosides as inhibitors of HIV integrase
Authors: Adams, MM ×
Bats, JW
Nikolaus, NV
Witvrouw, Myriam
Debyser, Zeger
Engels, JW #
Issue Date: 2006
Publisher: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic
Series Title: Collection of Czechoslovak Chemical Communications vol:71 issue:7 pages:978-990
Abstract: Six fluoroquinolone ribonucleosides were synthesized by using microwave irradiation starting from fluoroanilines. In most cases the microwave application proved superior in time and yield, especially the one step decarboxylation of the carboxyquinolone esters 3a-3c and the Vorbrueggen glycosylation. The former led to the new type of fluoroquinolone ribosides 8a-8c. Compound 8c in the crystal structure showed C3'-endo and anti conformation. The nucleosides were examined, but found inactive against the replication of HIV-1(IIIB) in cell culture, while they were toxic for the cells at a 50% cytotoxic concentration ranging from 31 to > 125 µg/ml. But measurements of the inhibitory effects against HIV-1 integrase enzymatic activity showed an interesting activity for compound 8c.
ISSN: 0010-0765
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Virology and Gene Therapy
× corresponding author
# (joint) last author

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